I am currently on 265 45 20, but wanted a little bit wider tire and possibly some more side wall...

Cheers..

Pics would be great and make of tire.

Click to expand...

I've never seen this particular size tire run on a Tacoma, but I have seen a couple with 285/55/20's, but both with lifts. The size you're looking at is going to be right on the edge, but they will most likely rub, at the least on the mud flaps and probably on the bumper too. The width, backspacing and offset of your wheel will also have a lot to do with it.

As far as wanting more side wall, you'll definitely get it with these; a 275/55 is 2.5" taller than what you have now.